Calusa Land Trust and Nature Preserve of Pine Island, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Calusa Land Trust and Nature Preserve of Pine Island, Florida on RentalSaver.com!

Calusa Land Trust and Nature Preserve of Pine Island Rentals

From $1048 per night (USD)
VRBO
438 - Reel Laxing North Captiva
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Wasson Family (Lisa, Cory & Colby) would like to Welcome you to North Captiva Island and "Reel Laxing", the house wh ...
From $1048 per night (USD)
VRBO
$AWESOME NEW POOL HOME SPRAWLING OUTDR ENTERTAINING AREA\/STEPS2 OCEAN\/2CARTS\/DOCK$
From $643 per night (USD)
VRBO
AWESOME NEW POOL HOME SPRAWLING OUTDR ENTERTAINING AREA\/STEPS2 OCEAN\/2CARTS\/DOCK
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
BRAND NEW GORGEOUS ISLAND HOUSE RENTAL! NOW BOOKING FOR VACATION RENTALS! TYPICALY 7 NIGHT RENTALS - WEEKENDS TO WEEKEND ...
From $643 per night (USD)
VRBO
From $182 per night (USD)
VRBO
New Beautiful Canal Front Home Ideal for Fishing and Boating
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
It is island time! This brand-new canal front home has an open floor plan with a living, dining, and kitchen area. There ...
From $182 per night (USD)
VRBO
From $743 per night (USD)
Expedia
Your secluded beach getaway on a golfcart-only island with white sand beaches
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to paradise! Your stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, ...
From $743 per night (USD)
Expedia
$Colorful waterfront home with private W\/D, WiFi, and dock access$
From $398 per night (USD)
VRBO
Colorful waterfront home with private W\/D, WiFi, and dock access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Castaway Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $398 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Tangerine Dream Tropical Pool and Canal Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your slice of paradise in St. James City. This charming vacation rental offers the perfect blend of comfort, ...
From $193 per night (USD)
Expedia
$3\/2 Gulf Access quiet location, minutes from all that Saint James City Offer$
From $263 per night (USD)
VRBO
3\/2 Gulf Access quiet location, minutes from all that Saint James City Offer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This brand-new, 3-bedroom, 2-bath Gulf Access Canal Home is nestled in a fantastic neighborhood, offering a perfect blen ...
From $263 per night (USD)
VRBO
$3\/2 Stilt Home in the Heart of Saint James City$
From $137 per night (USD)
Expedia
3\/2 Stilt Home in the Heart of Saint James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very desirable stilt vacation rental in a wonderfully friendly and quiet neighborhood. Old Saint James City has a conve ...
From $137 per night (USD)
Expedia
$Turquoise Dolphin on Open Water\/HeatedPool$
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VRBO
Turquoise Dolphin on Open Water\/HeatedPool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This home is on Matlacha Pass! Enjoy the gorgeous views of Matlacha Pass and watch the dolphins play from nearl ...
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VRBO
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Expedia
CHARMING 4 BEDROOM POOL HOME ON NORTH CAPTIVA HAS BREATHTAKING VIEWS OF THE GULF
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Consider this On Island Time your home away from home while you visit North Captiva. This fabulous property boasts 4 bed ...
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Expedia
$Charming 2\/2 on the Water in St. James City! Boat Lift Included!$
From $326 per night (USD)
VRBO
Charming 2\/2 on the Water in St. James City! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 2 bedroom 2 bathroom home sits on one of the deepest canals on Pine Island, and offers a boat lift. The Gulf of Mex ...
From $326 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Incredible location. Waterfront unit in Matlacha with many amenities!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Turnkey furnished - 1 bed, 1 bath with additional queen pullout sofa bed in the living room. Additional outside shower. ...
From $209 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Turtle Escape: Luxury Island Retreat with Pool & Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Leisurely Stroll Away 🛥️Private Dock Available 🏠 Ch ...
From $585 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Summer Special! Gorgeous Four Winds Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy this beautiful newly remodeled 2 bedroom 2 bath condo with an amazing marina view! Four Winds Marina has The ...
From $236 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Priceless Waterfront Escape in Matlacha
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Discover island living at our newly-remodeled waterfront escape in Matlacha on a deep water canal with a private dock an ...
From $272 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Off the charts Inn - Double Efficiency Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience comfort in our Double Efficiency, featuring two double beds, a living area, and a fully equipped kitchen. Unw ...
From $272 per night (USD)
Expedia
$SEA TURTLE COVE - BEACHFRONT LUXURY - 3 BR\/2BA$
From $725 per night (USD)
VRBO
SEA TURTLE COVE - BEACHFRONT LUXURY - 3 BR\/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Sea Turtle Cove – Beautiful Sunsets - North Captiva Island This newly redecorated two-story condo has beautiful views o ...
From $725 per night (USD)
VRBO
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Expedia
Bracci Dr. Boaters Paradise 1- 20,000 lb boat lift and 1- 7000 lb
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your home away from home in Saint James City with 2 bedrooms. This welcoming house offers 2 bathrooms for your convenien ...
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Expedia
$Lazy Dolphin Retreat\n\n$
From $145 per night (USD)
VRBO
Lazy Dolphin Retreat\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax at this unique and peaceful getaway in beautiful Saint James City. Delight in a freshly remodeled home featuring 2 ...
From $145 per night (USD)
VRBO
$Welcome to the Gecko House! 2\/2 in St. James on Monroe Canal!$
From $413 per night (USD)
Expedia
Welcome to the Gecko House! 2\/2 in St. James on Monroe Canal!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEW PROPERTY! Charming 2 bedroom 2 bath on Monroe Canal! This property sits on a very active canal with direct water acc ...
From $413 per night (USD)
Expedia
$Quiet Older Neighborhood 2\/2 On Deep Canal w Lift; 5 mins to open water$
From $158 per night (USD)
VRBO
Quiet Older Neighborhood 2\/2 On Deep Canal w Lift; 5 mins to open water
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
NOTE: before you book please consider that we have just this week decided to put the house for sale starting Jan 1st. So ...
From $158 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Lovely 1-Bedroom Vacation Home with Pool & Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax with the whole family at this peaceful place to stay. High speed WI-FI, completely furnished, fully equipped kitch ...
From $116 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Gorgeous Private Getaway-Private Pool-beautifully remodeled 3-bedroom, 2-bath.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*No Hurricane Damage* Escape to Paradise on Pine Island, Bokeelia, FL 🌴 Welcome to your perfect getaway on Pine Island ...
From $425 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Corner Condo in Blue Crab Key, Bokeelia!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immaculate waterfront condo with one of the best views around. Direct access to Matlacha Pass and some of the worlds bes ...
From $177 per night (USD)
Expedia
From $11154 per night (USD)
VRBO
Captain's Harbor Condo Relax: on your private screened balcony and enjoy the scenery just outside this gorgeous condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax on your private screened balcony and enjoy the scenery just outside this gorgeous condo. Everything you need is he ...
From $11154 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Blue Crab Key Condo! Two Bedroom Two Bathroom!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 bedroom, 2.5 bath condo has everything you need to enjoy the island to the fullest! Blue Crab Key is a ...
From $240 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Blue Crab Key Condo with Amazing Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, Bright & Airy Condo with Spectacular Views of Pine Island Creek. This beautiful 2 bedroom 2 and 1/2 bath cond ...
From $177 per night (USD)
VRBO
$Captain`s Harbor Condo 2\/2 on the water!$
From $175 per night (USD)
Expedia
Captain`s Harbor Condo 2\/2 on the water!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience real Florida living in this beautiful condo with all of its charm. True island decor abounds in this 2 bedroo ...
From $175 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Boater's Dream Nestled On a Wide Gulf Access Canal - Bokeelia Breeze
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bokeelia Breeze • Bokeelia Vacation Rental Nestled on a wide Gulf access canal, Bokeelia Breeze is every boater's dream ...
From $594 per night (USD)
VRBO
$Gorgeous Off Water 3\/2 with Pool in the Heart of Pine Island!$
From $279 per night (USD)
Expedia
Gorgeous Off Water 3\/2 with Pool in the Heart of Pine Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful upgraded 3 bedroom 2 bath pool home in St. James City has everything you are looking for a relaxing islan ...
From $279 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Updated, single-story cottage with great deck & large yard - 1 mile to town
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Quail Trail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $271 per night (USD)
VRBO
$Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly$
From $288 per night (USD)
Expedia
Private home on the canal with dock, screened pool, patio, AC, & W\/D - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rock N' Reel Boat House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $288 per night (USD)
Expedia
From $909 per night (USD)
VRBO
Private Island Luxury * Pool * Dock * Club Access
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
🏠 Exquisite interior design & curated coastal furnishings 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🛥️ Ac ...
From $909 per night (USD)
VRBO
$3\/2 Pool Home With Endless Water Views!$
From $330 per night (USD)
Expedia
3\/2 Pool Home With Endless Water Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This 3 bedroom 2.5 bath home is the perfect spot for relaxation. Bring your boat or enjoying the two kayaks this propert ...
From $330 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Bocilla Island Club - Newly Renovated Condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Stay at Bocilla Island Club and enjoy this beautiful 2 bedroom, 2 1/2 bath, newly refurbished, clean condo. You will ap ...
From $188 per night (USD)
VRBO
$Bokeelia Bliss! 2\/2 Pool Home with Incredible Gulf Access! *No Hurricane Damage$
From $301 per night (USD)
Expedia
Bokeelia Bliss! 2\/2 Pool Home with Incredible Gulf Access! *No Hurricane Damage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Bokeelia Bliss! This two bedroom two bath pool home is everything you need in a vacation rental. Walk into th ...
From $301 per night (USD)
Expedia
$Beautiful waterfront home with pool\/spa, boat lift, kayaks and kayak launch!$
From $482 per night (USD)
VRBO
Beautiful waterfront home with pool\/spa, boat lift, kayaks and kayak launch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, s ...
From $482 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Amazing 🌅 Serenity @ St James City on Canal Spa kayaks boat lift at special req.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy our spectacular waterfront view deck with direct gulf access, along with various water-based activities with two k ...
From $307 per night (USD)
Expedia
$Private Island Luxury w\/ new pool! steps to beach$
From $1120 per night (USD)
VRBO
Private Island Luxury w\/ new pool! steps to beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Isle Escape is a luxury home built new in 2024, and conveniently located 200 feet from the island's pristine beaches. T ...
From $1120 per night (USD)
VRBO
$The Island House on Pine Island\nwith heat-pump heated most privacy pool$
From $222 per night (USD)
Expedia
The Island House on Pine Island\nwith heat-pump heated most privacy pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to "The Island Home", a fully equipped private retreat nestled on Pine Island. Wake up to the serene ambiance of ...
From $222 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Bocilla Island Club Unit H-42
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Immerse yourself in the splendor of Charlotte Harbor with a stay in this exquisite waterfront condo. Prepare to be capti ...
From $184 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Matlacha Fishing cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly renovated 1940's Fishing Cottage is certain to catch your eye. Matlacha is a quiet village just on the way t ...
From $223 per night (USD)
Expedia
From $295 per night (USD)
VRBO
A piece of heaven on earth, where island time begins.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Looking for peace and tranquility? Come visit and get to know quaint Saint James City, FL. Beautiful sunset views right ...
From $295 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Beautiful three bedroom, two bath, large home has a pool and boat lift.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this stunning vacation rental, a spacious ground-level guest house with three bedrooms and two bathrooms. This ...
From $320 per night (USD)
Expedia
$St. James City POOL Home with BOATLIFT! \nEnjoy the best Florida has to offer!$
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Expedia
St. James City POOL Home with BOATLIFT! \nEnjoy the best Florida has to offer!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wake up to the Florida Sun, sipping coffee on your screened balcony on the living level overlooking the canal and pool. ...
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Expedia
From $125 per night (USD)
Expedia
Island Getaway - Monthly Rental - 3 Queen Beds
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy island life in this spacious and serene space. Gulf access and restaurants are in walking distance as well as boat ...
From $125 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Turtle House in matlacha on the water with spectacular sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This peacefull yet centrally located property has all the comforts you will need for the perfect getaway or extended sta ...
From $357 per night (USD)
VRBO
From $596 per night (USD)
VRBO
Stunning Waterfront Home with Southeast Bay Frontage - Villa Cuquita
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Villa Cuquita • St. James City Vacation Rental Escape to your slice of paradise at Villa Cuquita, a stunning waterfront ...
From $596 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Cozy and Private our island home on North Captiva is the perfect escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled at the conclusion of a tranquil lane lies Calliope Cottage, a snug and well-appointed bungalow offering optimal ...
From $312 per night (USD)
VRBO
From $223 per night (USD)
Expedia
great vacation, water front house on pine island
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a newly remodeled 2 bdr/2bth house with additional Florida room over looking water. Pine Island Tiki Bars right ar ...
From $223 per night (USD)
Expedia
From $829 per night (USD)
VRBO
Distinguished Island Home with Amazing Beach View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
🌊 Amazing beach views from most rooms in the house 🌅Stunning sunset views from crow’s nest. 🏠 Distinguished island ...
From $829 per night (USD)
VRBO
From $546 per night (USD)
Expedia
The most Comfortable home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Super well located in the St James City FL , the property is fully furnished included with all the amenities included an ...
From $546 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Brand New Pool! 5 Bedroom with Boat Lift!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Relax is this spacious 5 bedroom 3 bath on quiet large canal with incredible views. This house offers a downstair den, e ...
From $610 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Endless Summer Bliss: 3BR Gulf-Access Dream
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Home has no damages and area is unaffected from Hurricane Milton. Welcome to your secret haven of bliss in Southwest Cap ...
From $295 per night (USD)
Expedia
$2\/2.5 Waterfront condo with pools and tennis courts$
From $219 per night (USD)
VRBO
2\/2.5 Waterfront condo with pools and tennis courts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to the enchanting Bocilla Island Club and experience the epitome of island living. This beautifully designed town ...
From $219 per night (USD)
VRBO
$3\/3 Home in Matlacha with Downstairs Suite! Incredible Views!$
From $256 per night (USD)
Expedia
3\/3 Home in Matlacha with Downstairs Suite! Incredible Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
Check out this 2/2 in the heart of Matlacha! Two bedrooms upstairs with deck overlooking open water and 1 bedroom suite ...
From $256 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Hidden Gem of South West Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your gulf access waterfront paradise in quaint Saint James City, Florida. A beautiful community to bask in the s ...
From $290 per night (USD)
VRBO
From $884 per night (USD)
Expedia
PELICAN PERCH - Unobstructed Views, Private Pool, Golf Cart -Wow!
Bedrooms:
4
Bathrooms:
2
Sleeps:
8
Pelican’s Perch – Location, Location, Location! This luxury home is just steps to the beach, unobstructed gulf views, a ...
From $884 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Flamingo Bay Cottage (3-Bedroom) with Pool - Pets Allowed by RedAwning
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Flamingo Bay Cottage, your idyllic retreat nestled in the heart of paradise in Saint James City, Florida. Th ...
From $297 per night (USD)
VRBO
$St James Home w\/ Screened Lanai ~ 1 Mi to Gulf!$
From $257 per night (USD)
Expedia
St James Home w\/ Screened Lanai ~ 1 Mi to Gulf!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Live like an islander at 'Serene Pine Island Getaway,' a St James City vacation rental! This inviting destination offers ...
From $257 per night (USD)
Expedia
$Fisherman's Cottage w\/Canal access on Pine Island$
From $245 per night (USD)
VRBO
Fisherman's Cottage w\/Canal access on Pine Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to the charm of Saint James City, Florida, and embrace the laid-back, Florida Keys-style living at our latest wat ...
From $245 per night (USD)
VRBO
From $409 per night (USD)
Expedia
The Clubhouse - Fish, Bike and Relax in this spacious Home with a Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Florida retreat. Nestled in a prime island location, our stylish well appointed home is ready for you to ...
From $409 per night (USD)
Expedia
$Beautiful SJC Island Condo w\/heated pool on main canal, great fishing!$
From $122 per night (USD)
VRBO
Beautiful SJC Island Condo w\/heated pool on main canal, great fishing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A fishing and boating paradise! ~You're on Island Time~ A beautiful, professionally decorated waterfront condo in St. J ...
From $122 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Dockside Breeze
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Fisherman’s getaway. You’ll treasure your peaceful time in St. James City with excellent fishing just minutes away. En ...
From $159 per night (USD)
VRBO
From $3632 per night (USD)
VRBO
Beachfront Bliss: MANGROVE MANOR- Elevator, Private Pool and Spa, Boat Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
19
Welcome to Mangrove Manor, your ultimate beachfront getaway! This stunning 5,886 sqft, 5-bedroom, 5-bathroom house is d ...
From $3632 per night (USD)
VRBO
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Expedia
Beautiful home 100 steps from a white sandy beach.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
If you are looking for a place to get away from it all, this is it! Enjoy beautiful quiet beaches on an island that doe ...
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Expedia
$3\/2 Pool Home in St. James, Gorgeous Views!$
From $446 per night (USD)
VRBO
3\/2 Pool Home in St. James, Gorgeous Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom two home with amazing canal views. This home includes a heated pool, boat lift, 3 bedrooms, large outside ...
From $446 per night (USD)
VRBO
From $1310 per night (USD)
Expedia
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Introducing Ocean Paradise: A Luxurious Beachfront Retreat on North Captiva Island, Now Available for your next vacation ...
From $1310 per night (USD)
Expedia
$Marina Gardens Condo, 2\/2 with Incredible Endless Water Views! Boat Lift Included!$
From $185 per night (USD)
VRBO
Marina Gardens Condo, 2\/2 with Incredible Endless Water Views! Boat Lift Included!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Marina Gardens where you find endless water views! This 2/2 condo features a full kitchen, 2 bathrooms, split ...
From $185 per night (USD)
VRBO
From $745 per night (USD)
Expedia
Newer construction designed to bring the outside in, short walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Breezy Palm is a two minute barefoot walk to the Island’s pristine white sand gulf beach. Come here to enjoy the tranqu ...
From $745 per night (USD)
Expedia
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Expedia
Serene Pine Island Getaway*Game Room*Bikes & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover Pine Island, Florida's hidden gem, in this exquisitely renovated home boasting high-end finishes. Enjo ...
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Expedia
From $345 per night (USD)
Expedia
3 bedroom 2 bath pool home in quiet neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a charming 3-bedroom, 2-bathroom canal home, offering a delightful pool and dock. This tastefully decorated re ...
From $345 per night (USD)
Expedia
Click For Pricing
VRBO
Matlacha Island House
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Come experience the colorful charm and laid back style of Matlacha! This beautiful, bright and clean 2 bedroom, 2 bath ...
Click For Pricing
VRBO
From $338 per night (USD)
Expedia
BEAUTIFUL WATERFRONT HOME WITH SALTWATER POOL AND CANAL ACCESS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The relaxed atmosphere at this beautiful home is perfect for vacationers who want to get away from everyday stress and w ...
From $338 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Beautiful waterfront condo with gulf access
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Bocilla Island Club! Just listed and AVAILABLE JANUARY, FEB AND/OR MARCH 2024. This turnkey waterfront townho ...
From $158 per night (USD)
VRBO
$Matlacha Cottage 2\/2 remodeled& sunsets!\n$
From $306 per night (USD)
Expedia
Matlacha Cottage 2\/2 remodeled& sunsets!\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Matlacha Cottages, a serene and unique open water getaway, perfect for solo travelers or couples. This ma ...
From $306 per night (USD)
Expedia
$Matlacha Magic w\/ Sunsets\n$
From $479 per night (USD)
VRBO
Matlacha Magic w\/ Sunsets\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Matlacha Cottages, where history meets uniqueness and romance in the heart of Matlacha, a wildlife marine ...
From $479 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Tropical Island Oasis Full Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
3 bed • 2 bath • 1,534 sqft • 0.26 acres lot This lush tropical island oasis is the boating enthusiast's paradise: Priv ...
From $340 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Amazing Condo in Four Winds!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $185 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Luxurious and Comfortable Waterfront Home with Gulf Access.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beautifully appointed two bedrooms with 2 baths. Wonderful screened pool. Full kitchen, laundry room, separate dining ro ...
From $256 per night (USD)
VRBO
$Condo in Four Winds! 2\/2 Incredible Water Views!$
From $236 per night (USD)
VRBO
Condo in Four Winds! 2\/2 Incredible Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This condo offers the finest in island getaway accommodations. Beautiful waterfront 2 bedroom/2 bath unit with abundant ...
From $236 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Waterside Cottage: Newly Renovated on canal w 26’ boat dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy our peaceful little 5 Star rated island paradise nestled beneath sprawling oaks and scattered palms just minutes f ...
From $212 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Pompano @ 2 Fish Inn
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to our luxurious one-bedroom suite, where comfort meets stylishness. Step into a haven of tranquility, with a b ...
From $253 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Redfish @ 2 Fish Inn
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Redfish unit is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom ...
From $253 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Tarpon @ 2 Fish Inn: 1 BR, 1 BA Lodge in Saint James City, Sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Tarpon is a one-bedroom suite at Two Fish Inn that offers a cozy retreat, featuring a queen bed in the bedroom, a pl ...
From $253 per night (USD)
VRBO
From $201 per night (USD)
Expedia
The Palm Tree House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
beautiful 3 bedroom 2 bath home in a 55 plus community. Situated on 1/3 of an acre and backing onto a palm tree farm, ...
From $201 per night (USD)
Expedia
$Blueberry Key, 2\/1 Overlooking canal, boat dock included minutes to open water!$
From $261 per night (USD)
VRBO
Blueberry Key, 2\/1 Overlooking canal, boat dock included minutes to open water!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Blueberry Key! This brand new 2 bedroom 1 bathroom home is just the island getaway you need. Offering a queen ...
From $261 per night (USD)
VRBO
From $385 per night (USD)
Expedia
3 Bed 2 Bath on Deep Canal 5 minutes to channel CLEAN & NICE. New boat hoist
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled on Pine Island, Florida, this house offers the perfect waterfront escape for those seeking a slice of paradise. ...
From $385 per night (USD)
Expedia
From $278 per night (USD)
VRBO
PERFECT FISHING RETREAT, BEAUTIFUL HOME! JUST OFF PINE ISLAND SOUND.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming open plan home sleeps 4 and is a short unrestricted boat ride to the Gulf of Mexico and the Inter Coasta ...
From $278 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Boaters Paradise in St James City
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Boathouse is a recently remodeled home with waterfront access. Come and enjoy the laid back lifestyle of Pine Island ...
From $317 per night (USD)
VRBO
$Dog-friendly, canal-front getaway with a dock, screened lanai, & washer\/dryer$
From $352 per night (USD)
VRBO
Dog-friendly, canal-front getaway with a dock, screened lanai, & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lavender Life Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $352 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy and warm 3-bedroom cottage with a pool in the island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the peace and tranquility of island living in this super clean cozy cottage that sits on a nearly 2/3-acre lot in ...
From $206 per night (USD)
Expedia
From $534 per night (USD)
VRBO
Gulf getaway! Boat dock, HEATED saltwater pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to @TheGulfGetaway an incredible canal-side home built to make memories. You'll enjoy the comfort of a fully equ ...
From $534 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Beautiful Bokeelia!!!! Fishing dream!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bokeelia property within walking distance to Bokeelia Fishing pier and captain con’s restaurant. Studio with king size b ...
From $252 per night (USD)
Expedia
$Saint James hidden gem. 3\/2 canal front home with 3 kayaks.$
From $311 per night (USD)
VRBO
Saint James hidden gem. 3\/2 canal front home with 3 kayaks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks and 2 bikes for your use to explor ...
From $311 per night (USD)
VRBO
$\FLORIDAYS\ Newly Completed Private Beach House w\/ Heated Pool & Spa. 2 Carts$
From $898 per night (USD)
Expedia
\"FLORIDAYS\" Newly Completed Private Beach House w\/ Heated Pool & Spa. 2 Carts
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Photos updated December 2023 “FLORIDAYS" Completed in 2019, this new custom-designed and crafted 4 bedroom, 4 full bath ...
From $898 per night (USD)
Expedia
From $1094 per night (USD)
VRBO
Oasis: Pool, Hot Tub, Golf Cart & Stunning Views
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Welcome to Tortuga Sunset – Your Caribbean Escape on North Captiva Island! Transport yourself to paradise at Tortuga Su ...
From $1094 per night (USD)
VRBO
$Saint James City Home w\/ Direct Water Access!$
From $247 per night (USD)
Expedia
Saint James City Home w\/ Direct Water Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Pine Island for a waterfront stay at this 3-bedroom, 2-bathroom vacation rental! The bright, comfortable inter ...
From $247 per night (USD)
Expedia
From $1166 per night (USD)
VRBO
BLUE MANGO -- Tropical Seclusion Steps from the Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
"HURRICANE HELENE/MILTON UPDATE: We sustained only MINOR damage, mostly to the exterior landscape and are READY ...
From $1166 per night (USD)
VRBO
From $1254 per night (USD)
Expedia
Cayo Costa Paradise Found
Bedrooms:
4
Bathrooms:
2
Sleeps:
8
Private beach, Air conditioned, sleeps 6 with additional space for two on the 1st floor apartment, (requires additional ...
From $1254 per night (USD)
Expedia

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